HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 7-tert-butoxycarbonyl-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-6-yl 2-(methacryloyloxy)-acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methacrylic Acid | HCID 4093 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 7-tert-butoxycarbonyl-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-6-yl 2-chloroacetate | HCID 57945783 | — |
| Catalyst | Sodium Iodide | HCID 5238 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-tert-butoxycarbonyl-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-6-yl 2-(methacryloyloxy)-acetate | HCID 25064081 | 91.3% |
Reaction Steps
In 800 ml of dimethylformamide were dissolved 199 g of the 2-chloroacetate obtained in Example 1-6-1, 64.8 g of methacrylic acid, and 4.50 g of sodium iodide. To the solution below 30° C., 73.1 g of triethylamine was added dropwise. The reaction solution was stirred at the temperature overnight, whereupon 500 ml of deionized water below 30° C. was added, followed by ordinary workup. Recrystallization from hexane yielded 209 g of the title compound. Yield 91%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08062831B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-6f967edc91f449159ffd293f1f51a006 |
| Source note | uspto-grants-2011_11 |